Bis(2-hydroxy-1-naphthyl)methane derivatives have been efficiently converted to their corresponding spirans through three methods, i.e. oxidation by TCCA under mild reaction conditions, Ph 3 Bi catalyzed air oxidation, and by electrochemical reaction. The first two methods are diastereoselective and give either of the two possible diastereomers, while the electrochemical method produces equal amounts of these diastereomers.

Benzofuran derivatives R 0070Oxidation of Bisnaphthols to Spironaphthalenones, Revisited. -Three alternative routes for the oxidative conversion of binaphthols (I) to corresponding spironaphthalenones are described. Oxidation by TCAA and the BiPh3-catalyzed air oxidation are diastereoselective furnishing either of the two possible diastereomers. Moreover, the microwave accelerated air oxidation and the electrosynthesis proceed under environmentally friendly conditions. -(KHORAMABADI-ZAD*, A.; YAVARI, I.; SHIRI, A.; BANI, A.; J. Heterocycl. Chem. 45 (2008) 5, 1351-1358; Dep. Chem., Coll. Sci., Univ. Bu-Ali Sina, Hamadan 65174, Iran; Eng.) -R. Staver 05-101

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